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US4680120A Expired / Lapsed US ⏱️ 0.0 years remaining

Bonded phase of silica and carboalkoxyalkyl silanes for solid phase extraction

Assignee: Avantor Performance Materials LLC
•
Filing: 1986-09-08
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Granted: 1987-07-14
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Expires: 2006-09-08
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Abstract

Abstract The reaction product of silica gel or controlled pore glass and carboalkoxyalkyl silanes are suitable for use as packing in solid phase extraction columns for cleanup of urine samples for analysis of cannabinoids.

Inventors

  • 👤 Hugh E. Ramsden
  • 👤 Joseph M. Patterson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 14:00
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/94; G01N33/948; B; B01; B01J; B01J20/00; B01J20/02; B01J20/10; B01J20/103; B01J20/28; B01J20/28002; B01J20/28004; B01J20/28054; B01J20/28078; B01J20/281; B01J20/286; B01J20/291; B01J20/30; B01J20/3092; B01J20/32; B01J20/3202; B01J20/3204; B01J20/3214; B01J20/3225; B01J20/3227; B01J20/3231; B01J20/3242; B01J20/3244; B01J20/3246; B01J20/3257; B01J2220/00; B01J2220/50; B01J2220/54; B01J2220/58; Y; Y10; Y10S; Y10S436/00; Y10S436/815; Y10S436/816; Y10S436/901; Y10S530/00; Y10S530/827; Y10S530/834; Y10T; Y10T436/00; Y10T436/25; Y10T436/25375; Y10T436/255

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 141 words
In a solid phase extraction process for the cleanup and purification of 11-nor-Δ-9-tetrahydrocannabinol-9-carboxylic acid from a urine sample, the improvement comprising employing a solid phase bonded silica reaction product of silica and a carboalkoxyalkyl silane of the formula ##STR4## in which R is an alkyl radical of from 1 to 3 carbon atoms, A is an alkylene group of from 2 to 4 carbon atoms and R 1 , R 2 and R 3 are the same or different and are selected from the group consisting of halogen, an alkoxy group of from 1 to 6 carbon atoms, an alkoxyalkoxy group of from 2 to 5 carbon atoms and an alkyl group of from 1 to 3 carbon atoms, with the proviso that at least one of R 1 , R 2 and R 3 is other than an alkyl group.
Claim 2
Dependent Claim 141 words
In a solid phase extraction process for the cleanup and purification of 11-nor-Δ-9-tetrahydrocannabinol-9-carboxylic acid from a urine sample, the improvement comprising employing a solid phase bonded silica reaction product of silica and a carboalkoxyalkyl silane of the formula ##STR4## in which R is an alkyl radical of from 1 to 3 carbon atoms, A is an alkylene group of from 2 to 4 carbon atoms and R 1 , R 2 and R 3 are the same or different and are selected from the group consisting of halogen, an alkoxy group of from 1 to 6 carbon atoms, an alkoxyalkoxy group of from 2 to 5 carbon atoms and an alkyl group of from 1 to 3 carbon atoms, with the proviso that at least one of R 1 , R 2 and R 3 is other than an alkyl group.
Claim 3
Dependent Claim 78 words
A process of claim 1 wherein the silica reactant is selected from the group consisting of particulate silica gel having an average particle diameter of from about 3 to about 70 microns and an average pore size of from about 50 to about 1000 Angstrom units, and particulate controlled pore glass having an average particle diameter of from about 37 to about 177 microns and an average pore size of from about 40 to about 1000 Angstrom units.
Claim 4
Dependent Claim 37 words
A process of claim 2 wherein the particulate silica gel has an average particle diameter of from about 20 to about 70 microns and an average pore size of from about 50 to about 500 Angstrom units.
Claim 5
Dependent Claim 41 words
A process of claim 3 in which the carboalkoxyalkyl silane reactant is a compound in which R is methyl, A is ethylene and R 1 , R 2 and R 3 are selected from the group consisting of chlorine and methyl.
Claim 6
Dependent Claim 25 words
A process of claim 4 in which the carboalkoxyalkyl silane reactant is selected from the group consisting of carbomethoxyethyl trichlorosilane, carbomethoxyethyl dichloromethylsilane and carbomethoxyethyl dimethylchlorosilane.
Claim 7
Dependent Claim 14 words
A process of claim 5 in which the carboalkoxyalkyl silane reactant is carbomethoxyethyl trichlorosilane.
Claim 8
Dependent Claim 40 words
A process of claim 1 wherein the silica reactant is particulate silica gel having an average particle diameter of from about 3 to about 70 microns and an average pore size of from about 50 to about 1000 Angstrom units.
Claim 9
Dependent Claim 41 words
A process of claim 7 in which the carboalkoxyalkyl silane reactant is a compound in which R is methyl, A is ethylene and R 1 , R 2 and R 3 are selected from the group consisting of chlorine and methyl.
Claim 10
Dependent Claim 25 words
A process of claim 7 in which the carboalkoxyalkyl silane reactant is selected from the group consisting of carbomethoxyethyl trichlorosilane, carbomethoxyethyl dichloromethylsilane and carbomethoxyethyl dimethylchlorosilane.
Claim 11
Dependent Claim 14 words
A process of claim 9 in which the carboalkoxyalkyl silane reactant is carbomethoxyethyl trichlorosilane.

References Cited (Backward Citations)

US3935299A Cited
US4056488A Cited
US4276061A Cited
US4324689A Cited
US4329254A Cited
US4537759A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-07-13 1991-01-12 1991-07-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-07-13 1995-01-12 1995-07-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-07-13 1999-01-12 1999-07-14 $7700.00 Window Closed / Lapsed

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